My First Boyfriend 2

“Who the hell…” the familiar voice said. I turned so fast that I lost my balance and fell. As I did, I saw Sam jumping to his feet from the couch and quickly rushing toward me. On the floor, I tried to turn away from him, so he wouldn’t see who it was. It didn’t help. Before I hit the floor, my step-brother’s arms were around me, breaking my fall. At the same time the wig fell off my head.
“Holy Fucking Shit!” Sam pronounced each syllable clearly, his dark eyes stared down at mine. I was cradled in his arms, his strong arms, and then he gently lowered me the rest of the way down to the floor. He still sort of cradled me in his arms, and I couldn’t read the flurry of emotions flashing across his eyes.
I was terrified. Surely I had to say something to him, explain to him why I was dressed as I was. Tell him that it wasn’t what he was thinking. Make up some excuse… But what the hell could I say. I’d been caught red-handed (or, I suppose more literally, red-panty-ed) dressed like a girl.
“Holy fucking shit,” Sam said again, only this time I saw a grin form on his face. Then he stood. I could see him looking up and down my body and his expression became more menacing. “I can’t fucking believe it. Tommy, a fucking little faggot-girl?”

I wanted to die. Right then and there, I tried to focus on my heart and make it stop beating. Why the hell had I been so stupid? It didn’t even register that he called me Tommy, which I always responded to with a sharp, “My name is Tom, thank you!” I was waiting for him to start calling me names, to start punching me. I knew he’d tell my mom. Then everyone would know what a little freak I was. I could even imagine my new step-father, Sam’s dad, throwing me from the house and locking the door behind me. Though, all the older boy did was look at me, a mischievous-looking grin coming over his face.
“No fucking way,” Sam’s eyes got big for a moment as he stared at my belly, “You got cum dripping all over yourself.”
I finally found the strength to move and curled into a ball, so that I was facing away from my step-brother.
“And you even got a pretty little ass, don’t ya,” he said as he checked-out the side of my body I’d just turned toward him.
Chaos filled my mind and emotions. I didn’t know what to do. There wasn’t anything to do. I’d been caught. Sam had seen everything and once he told his father and my mother, well, they’d probably send me to one of those military schools to straighten me out. Or worse, they’d simply throw me out the front door yelling at me to never come back.
“Stand-up,” he said softly. I couldn’t move. I couldn’t do anything, not even cry. Then he spoke again, only this time his voice was much louder and more commanding, “I told you to stand-up, you fucking little girl! Stand-up and face me.” I jumped and did exactly as he said.
With the incredibly impish grin on his face he looked me over. I wobbled a bit, trying to keep my balance in the high-heels, as my step-brother walked around me. I could almost feel his eyes on me and, much to my horror, I realized that this whole time, my dick never went soft. I was more excited than I could ever remember being. Terrified, but so aroused I could feel my dick trembling.
As Sam looked me over, he kept mumbling things like, “I can’t fucking believe it,” or, “This is just perfect.” When he was behind me, I heard him doing something, then felt him putting the long, blond wig back on my head.
I stood there with my eyes cast down to the floor, trying to keep myself from falling again. After Sam had moved all the way around me, I could see the lower part of his body stopping right in front of me, my eyes downcast as they were. He was much closer to me than I’d have liked.
“Look at me,” he said, using the more commanding tone of voice.
As I raised my head to look into his face, I finally felt a tear fall from my eye and drip down my cheek. And as I looked up his body, I noticed that there was a pretty big lump in the front of his jeans. But when I got to Sam’s eyes, all thoughts of what he had between his legs were gone. More tears poured down my face and I wanted to sob, but I couldn’t.

“Fucking little girl,” he said, his voice sounding almost hateful. “I can’t believe it. Playing dress-up with Mommy’s clothes.” His expression was hard and I almost expected to feel his fist punching my jaw. And I did feel something on my face, but it wasn’t Sam’s fist. It was his fingertip. The touch was soft, so unlike the harsh look on his face. I focused on his nose, not able to look him directly in the eyes. Then he said, “Well, I suppose you are sort of cute,” and he moved the tips of his two fingers from my cheek to my lips and rubbed across them.
I felt more tears running down my cheek and after a moment, the tall, dark-haired older boy moved his fingers from my lips back to my cheek and I could feel the wetness of my tears being spread over my skin. I felt Sam’s other hand on my arm, moving up to my shoulder and over, grabbing hold of the straps of the slip and bra I wore. The older boy pulled me closer to him, so close that I could no longer focus on his nose and I was forced to look him right in the eyes. Though I was barely breathing, I could smell him. He smelled good, a bit sweaty maybe, though very masculine. Our faces only inches apart, with one hand rubbing my tears into my own cheek, Sam moved his other hand down my chest until it was at the silk-stuffed cup of the bra I wore.
“Nice little titties,” Sam hissed, looking me right in the eye, though his fingers were all over my chest and the bra. I felt another surge of tears flowing from me. All of the sudden Sam’s face closed the few inches between us and at first I thought he was going to kiss me. That in itself was enough to send another wave of chaos through me. But what he did shocked me even more. His tongue extended and he licked my tears from my face. At the same time, he reached his hand down the slip and into the bra, finding one of my little nipples and giving it a pinch.
I was about to cry out, not so much from the pain of the pinch (which I did feel quite sharply), but from the way it sent a jolt right to my balls, and I knew I was starting to drip pre-cum again. The cry, however, never escaped. Before it got out, Sam’s mouth was covering mine and he was trying to shove his tongue down my throat. I did make a sound, but it ended-up being more of a groan than a cry. Within a few seconds both of Sam’s arms went around behind me and he started pulling me tight against his body, as he kissed me more and more fervently. Before I knew it, my arms were around him, and I was holding him just as tightly as he held me.

I couldn’t have helped it if I’d wanted to. Other than a few pecks in my childhood, I’d never actually been kissed. Not like Sam was kissing me, anyway. And I’d rubbed my body against other boys and girls, but not wearing a slip, bra, panties and nylons, along with the wig, the gloves and the high-heeled shoes. Not to mention that none of the little boys or girls I’d played with ever smelled as potent and virile as Sam did at that moment.